A few weeks ago, we asked for the OSNews community to help with some questions we were going to ask Aaron Griffin from the Arch Linux team, and the response was glorious and somewhat phenomenal. We added those questions to our own and sent them on over, and then we were surprised by receiving not only Aaron Griffin's responses but answers from various individuals from the team.

Actually, I have used a Ubuntu server for some years, without reinstalling or package conflicts. And yes, always running the latest version of Ubunto. A release upgrade is not that hard.

Gladly it worked for you. The problem with dist-upgrade is that there are so many big changes between the distribution editions that may bring all sort of issues, like configuration changes, packages that do not exist anymore, dependency changes, etc. By using a rolling system and updating frequently you will be able to isolate those problem on a one by one basis, thus making it easier to fix, and having shorter downtime.